AU2017300571B2 - Herbicide composition and weed control method - Google Patents

Abstract

The present invention provides an herbicide composition which exhibits an excellent weed-controlling effect and contains: ethyl[3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-3-yl)phenoxy]-2-pyridyloxy]acetate; and a pyroxasulfone.

Description

S41708 1

DESCRIPTION HERBICIDAL COMPOSITION AND METHOD FOR CONTROLLING WEEDS

5 TECHNICAL FIELD

[0001]

This application claims priority to and the benefit of

Japanese Patent Application Nos. 2016-144152 filed on July

22, 2016 and 2017-070208 filed on March 31, 2017, the entire

10 contents of which are incorporated herein by reference.

The present invention relates to a herbicidal

composition and a method for controlling weeds.

BACKGROUND ART

15 [0002]

Hitherto, herbicides are used for the purpose of

controlling weeds, and many compounds have been known as an

active ingredient for herbicides. For example, uracil

compounds having a herbicidal activity are known as such

compounds (see Patent Document 1).

CITATION LIST PATENT DOCUMENT

[0003]

Patent Document 1: US patent No. 6537948

S41708 2

SUMMARY OF THE INVENTION

[0004]

The present invention provides a herbicidal composition

which exerts an excellent control efficacy on weeds.

5 [0005]

The present inventor found out that a combined use of

ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl

2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2

pyridyloxy]acetate and pyroxasulfone can exert an excellent

10 control efficacy on weeds.

The present invention includes the following [1] to [5]

[0006]

[1] A herbicidal composition comprising ethyl [3-[2-chloro

4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4

15 tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate and

pyroxasulfone.

[2] The herbicidal composition according to [1], wherein a

weight ratio of ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6

trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3

yl)phenoxy]-2-pyridyloxy]acetate to pyroxasulfone is 1:0.1

S41708 3

to 1:100.

[31 A method for controlling weeds, comprising a step of

applying the herbicidal composition according to [1] or [2]

to a place where weeds are growing or will grow.

5 [4] The method according to [3], wherein the place where

weeds are growing or will grow is a crop field.

[5] The method according to [4], wherein the crop field is

a field of soybeans, corns, or cottons.

[0007]

10 The present invention can control weeds with high

efficacy.

Description of Embodiments

[0008]

15 The herbicidal composition of the present invention

(hereinafter, referred to as presentt composition")

comprises ethyl [3-[2-chloro-4-fluoro-5-(1-methyl-6

trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3

yl)phenoxy]-2-pyridyloxy]acetate (hereinafter, referred to

as "compound X") and pyroxasulfone.

[0009]

The method for controlling weeds of the present

invention (hereinafter, referred to as "present method")

comprises a step of applying the present composition to a

place where weeds are growing or will grow in a crop field,

S41708 4

a vegetable field, a land under perennial crops, or a non

crop area, etc.

[0010]

The compound X is a compound represented by the

5 following formula (1), which is described in US patent No.

6537948, and can be produced according to a known process.

FO /

CI N /CF 3

00

0 o (1)

[0011]

Pyroxasulfone is a compound described in US patent No.

7238689. A water dispersible granule containing the compound

10 as an active ingredient is commercially available under the

trade name of SAKURA (registered trademark) or ZIDUA

(registered trademark).

[0012]

The present composition is usually a formulation

15 prepared by mixing the compound X and pyroxasulfone with a

carrier such as solid carrier and liquid carrier, and adding

auxiliary agents for formulation such as surfactant as

necessary. Preferable formulation type is aqueous liquid

suspension formulations, wettable powders, water dispersible

S41708 5

granules, granules, or emulsifiable concentrates. The

present composition may be used mixing with a formulation

containing other herbicides as an active ingredient. Further,

the present composition may comprise other herbicidal active

5 ingredient(s).

The total content of the compound X and pyroxasulfone

in the present composition is usually within a range of 0.01

to 90 % by weight, preferably 1 to 80 % by weight.

In addition, a mixing ratio of the compound X to

10 pyroxasulfone in the present composition is within a range

of 1:0.1 to 1:100, preferably 1:1 to 1:20 by weight ratio.

[0013]

The present composition can exert a synergistic

herbicidal effect on a broad range of weeds compared to the

15 effect that is expected from the effects obtained when each

one of the compound X and pyroxasulfone is applied alone.

Further, the present composition can efficiently control a

broad range of weeds in a crop field, a vegetable field each

where a normal tilled or non-tilled cropping is performed,

a land under perennial crops, or a non-crop area, while

producing no harmful effect which may be a problem on useful

plants.

[0014]

The present composition may be applied to the

agricultural field where crop seeds were seeded or will be

S41708 6

seeded before, concurrently with, and/or after seeding the

crop seeds treated with one or more compounds selected from

the group consisting of insecticide compounds, nematicide

compounds, and fungicide compounds and the like.

5 [0015]

The present composition may be used in combination with

other agrochemical active compounds. The insecticide

compounds, nematicide compounds, and fungicide compounds

which may be used in combination with the present composition

10 include neonicotinoid compounds, diamide compounds,

carbamate compounds, organophosphorus compounds, biological

nematicide compounds, other insecticide compounds and

nematicide compounds, as well as azole compounds,

strobilurin compounds, metalaxyl compounds, SDHI compounds,

15 other fungicide compounds, and plant growth regulators.

[0016]

The crop field in the present invention may include a

food crop field such as peanut field, soybean field, corn

field and cereal field, a feed crop field such as sorghum

field and oat field, an industrial crop field such as cotton

field and rapeseed field, and sugar crops such as sugarcane

field and sugar beet field. The vegetable field in the

present invention may include a field for cultivating

solanaceae vegetables (eggplant, tomato, green pepper, chili

pepper, potato, etc.), a field for cultivating cucurbitaceae

S41708 7

vegetables (cucumber, pumpkin, zucchini, watermelon, melon,

etc.), a field for cultivating cruciferous vegetables

(radish, turnip, horseradish, kohlrabi, Chinese cabbage,

cabbage, mustard, broccoli, cauliflower, etc.), a field for

5 cultivating asteraceae vegetables (burdock, crown daisy,

artichoke, lettuce, etc.), a field for cultivating liliaceae

vegetables (welsh onion, onion, garlic, asparagus, etc.), a

field for cultivating umbelliferae vegetables (carrot,

parsley, celery, parsnip, etc.), a field for cultivating

10 chenopodiaceae vegetables (spinach, beet, etc.), a field for

cultivating lamiaceae vegetables (perilla, mint, basil,

lavender, etc.), a strawberry field, a sweet potato field,

a yam field, and a aroid field, etc.

[0017]

15 The land under perennial crops in the present invention

may include an orchard, a tea field, a mulberry field, a

coffee field, a banana field, a palm field, a flowering tree

farm, a flowering tree field, a planting stock field, a

nursery field, a forest land, a garden. The orchard tree in

the present invention may include pomaceous fruits (apple,

pear, Japanese pear, Chinese quince, quince, etc.), stone

fruits (peach, plum, nectarine, Japanese apricot, yellow

peach, apricot, prune, etc.), citrus fruits (citrus unshiu,

orange, lemon, lime, grapefruit, etc.), nut trees (chestnut,

walnut, hazelnut, almond, pistachio, cashew nut, macadamia

S41708 8

nut, etc.), berry fruits (grape, blueberry, cranberry,

blackberry, raspberry, etc.), persimmon, olive, loquat, etc.

[0018]

The non-crop area in the present invention may include

5 athletic field, empty lot, railroad edge, park, parking area,

road edge, dry riverbed, under power lines, building land,

factory site, etc.

[0019]

The crop cultivated in the crop field in the present

10 invention is not limited as long as the crop is a variety

which is generally cultivated as a crop. The plant of such

variety also includes a plant in which the resistance to PPO

inhibitors such as flumioxazin, 4-hydroxyphenylpyruvate

dioxygenase inhibitors such as isoxaflutole, acetolactate

15 synthase (hereinafter, abbreviated as "ALS") inhibitors such

as imazethapyr and thifensulfuron-methyl, 5

enolpyruvylshikimate-3-phosphate synthase (hereinafter,

abbreviated as "EPSP") inhibitors such as glyphosate,

glutamine synthetase inhibitors such as glufosinate, auxin

type herbicides such as 2,4-D and dicamba, acetyl-CoA

carboxylase (hereinafter, abbreviated as "ACCase")

inhibitors such as sethoxydim, or PSII inhibitors such as

bromoxynil is imparted by a traditional breeding method, a

genome editing, or a genetic engineering technique.

[0020]

S41708 9

Examples of the plant in which the resistance is

imparted by the traditional breeding method include STS

soybeans having the resistance to sulfonylurea ALS

inhibition-type herbicides such as thifensulfuron-methyl.

5 Also, examples of the plant in which the resistance is

imparted by the traditional breeding method include rice,

wheat, corn, rapeseed, and sunflower having the resistance

to imidazolinone type ALS inhibitors, which are already

commercially-available under the trade name of Clearfield

10 (registered trademark) or Express (registered trademark),

etc. Further, examples of the plant in which the resistance

is imparted by the traditional breeding method include corn

and rice having the resistance to ACCase inhibitors, which

have the trade name of PoastProtected (registered trademark)

15 or Provisia (registered trademark), etc. Also, examples of

the plant in which the resistance is imparted by the

traditional breeding method include Triazine Tolerant

rapeseed having the resistance to PSII inhibitors.

Examples of the plant in which the resistance is

imparted by the genetic engineering technique include

soybean, corn, cotton, and rapeseed having the resistance to

glyphosate, which are already commercially-available under

the trade name of RoundupReady (registered trademark) or

Gly-Tol (registered trademark), etc. Also, there is a

soybean having the resistance to glufosinate by the genetic

S41708 10

engineering technique, which is already commercially

available under the trade name of LibertyLink (registered

trademark), etc. There are varieties of soybean and corn

having the resistance to both of glyphosate and ALS

5 inhibitors, which have the trade name of Optimum GAT

(registered trademark).

Also, there is a soybean having the resistance to

imidazolinone type ALS inhibitors by the genetic engineering

technique, which has been developed under the name of

10 Cultivance. Further, there is a soybean variety having the

tradename of RoundupReadyExtend (registered trademark) as a

soybean having the resistance to both of glyphosate and

dicamba by the genetic engineering technique.

The crop plant having the resistance to both of phenoxy

15 acid herbicides such as 2,4-D, MCPA, dichlorprop and mecoprop,

and aryloxyphenoxypropionic acid herbicides such as

quizalofop, haloxyfop, fluazifop, diclofop, fenoxaprop,

metamifop, cyhalofop and clodinafop can be generated by

transforming the gene encoding aryloxyalkanoate dioxygenase,

and there is a soybean variety having the trade name of

Enlist E3.

[0021]

The above-mentioned plants include a plant in which the

ability to synthesize, for example, selective toxins known

as genus Bacillus has been imparted by genetic engineering

S41708 11

techniques.

The toxins expressed in the genetically-modified plant

include insecticidal proteins derived from Bacillus cereus

or Bacillus popilliae; 5-endotoxins such as CrylAb, CrylAc,

5 Cry1F, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl and Cry9C derived

from Bacillus thuringiensis, insecticidal proteins such as

VIP1, VIP2, VIP3 and VIP3A; insecticidal proteins derived

from nematoda; toxins produced by animals such as scorpion

toxin, spider toxin, bee toxin and insect-specific

10 neurotoxin; filamentous fungi toxins; plant lectin;

agglutinin; protease inhibitors such as trypsin inhibitor,

serine protease inhibitor, patatin, cystatin and papain

inhibitor; ribosome inactivating proteins (RIP) such as

ricin, corn-RIP, abrin, luffin, saporin and bryodin;

15 steroid-metabolizing enzymes such as 3-hydroxysteroid

oxidase, ecdysteroid-UDP-glucosyltransferase and

cholesterol oxidase; ecdysone inhibitors; HMG-CoA

reductases; ion channel inhibitors such as sodium channel

and calcium channel inhibitor; juvenile hormone esterases;

diuretic hormone receptors; stilbene synthases; bibenzyl

synthases; chitinases; and glucanases.

Further, examples of the toxin expressed in the

genetically-modified plant include 5-endotoxin proteins such

as CrylAb, CrylAc, Cry1F, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl,

Cry9C, Cry34Ab and Cry35Ab, hybrid toxins of insecticidal

S41708 12

proteins such as VIP1, VIP2, VIP3 and VIP3A, partially

defected toxins, and modified toxins. The hybrid toxin can

be generated by a novel combination of different domains in

the proteins using the recombinant technique. As a partially

5 defected toxin, CrylAb in which a part of the amino acid

sequence is deleted is known. In a modified toxin, one or

more amino acid in the naturally occurring toxin is

substituted. Examples of the toxins and the recombinant

plants which can produce the toxins are described in EP-A

10 0374753, W093/07278, W095/34656, EP-A-0427529, EP-A-451878,

and W003/052073, etc. The toxin contained in the recombinant

plant provides the plant with the resistance to, in

particular, Coleoptera pests, Diptera pests, and Lepidoptera

pests.

15 In addition, genetically-modified plants having one or

more insecticidal pest-resistant genes and expressing one or

more toxins are already known and some of the plants are

marketed. Examples of the genetically-modified plants

include Intacta (registered trademark). The plants used in

the present invention include a plant imparted with the

resistance to aphid such as Rag 1 (Resistance Aphid Gene 1)

gene-transformed soybean.

The plants used in the present invention also include

a plant imparted with the resistance to nematoda using the

traditional breeding method or the genetic engineering

S41708 13

technique. The genetic engineering technique used for

imparting the resistance to nematoda includes RNAi.

[0022]

The above plants include a plant imparted with an

5 ability to produce an anti-pathogenic substance having a

selective action using the genetic engineering technique.

As an example of the anti-pathogenic substance, PR proteins

(PRPs, EP-A-0392225) are known. The anti-pathogenic

substances and the genetically-modified plants producing the

10 substances are disclosed in EP-A-0392225, W095/33818, and

EP-A-0353191. Examples of the anti-pathogenic substance

expressed in the genetically-modified plant include ion

channel inhibitors such as sodium channel inhibitors and

calcium channel inhibitors (KP1, KP4, and KP6 toxins produced

15 by virus are known); stilbene synthases; bibenzyl synthases;

chitinases; glucanases; PR proteins; and anti-pathogenic

substances produced by microorganisms such as peptide

antibiotic, antibiotic having heterocycle (s), protein factor

relating to plant disease-resistance (referred to as "plant

disease-resistance gene", which is described in

W003/000906) .

The above plants include a plant imparted with useful

traits such as trait improving oil component or trait

increasing content of amino acid using the genetic

engineering technique. Examples of the plants include

S41708 14

VISTIVE (registered trademark), which is a low-linolenic

soybean containing a reduced linolen. Further, the above

crops include a crop imparted with traits such as trait with

disease-resistance, trait with drought stress-resistance and

5 trait increasing sugar content. Examples of the crops

include DroughtGard (registered trademark).

In addition, the plants include a stack variety in which

two or more useful traits such as the above conventional

herbicidal trait or herbicide-resistant gene, insecticidal

10 pest-resistant gene, anti-pathogenic substance producing

gene, trait improving oil component and traint increasing

content of amino acid are combined. The plants include a

plant generated using the genome editing instead of the

genetic engineering technique.

15 [0023]

In the present method, the present composition is

applied to a place where weeds are growing or will grow.

The means for applying the present composition includes, for

example, a process for spraying the present composition on

the soil and a process for sparying the present composition

to weeds.

The application rate of the present composition is

usually 1 to 1000 g per 10000 M2 , preferably 2 to 500 g per

10000 M2 , more preferably 5 to 200 g per 10000 M2 , as a total

amount of the compound X and pyroxasulfone.

S41708 15

In the present method, an adjuvant may be mixed with

the present composition to apply.

Although a type of the adjuvant is not particularly

limited, the adjuvants include oils such as Agri-Dex and MSO,

5 nonions (ester or ether of polyoxyethylene) such as Induce,

anions (substituted sulfonate) such as Gramin S, cations

(polyoxyethylene amine) such as Genamin T 200BM, and organic

sillicons such as Silwett L77.

Altough a pH and hardness of the spray liquid prepared

10 in the application of the present composition are not

particularly limited, the pH is usually within a range of 5

to 9 and the hardness is usually within a range of 0 to 500.

Although a period of time for applying the present

composition is not particularly limited, the period of time

15 is usually within a range from 5 a.m. to 9 p.m., and the

photon flux density is usually 10 to 2500 pmol/m 2 /s.

[0024]

When the present composition is applied to a crop field,

the present composition may be applied to the crop field

before seeding crop seeds and the present composition may be

applied concurrently with and/or after seeding crop seeds.

Namely, the present composition is applied once before,

concurrently with, or after seeding crop seeds; twice except

before seeding crop seeds, twice except concurrently with

seeding crop seeds, or twice except after seeding crop seeds;

S41708 16

or three times before, concurrently with, and after seeding

crop seeds.

When the present composition is applied before seeding

crop seeds, the present compsition is applied from 50 days

5 before seeding to immediately before seeding, preferably

from 30 days before seeding to immediately before seeding,

more preferably from 20 days before seeding to immediately

before seeding, still preferably from 10 days before seeding

to immediately before seeding.

10 When the present composition is applied after seeding

crop seeds, the present composition is applied normally from

immediately after seeding to before flowering. The present

composition is applied more preferably from immediately

after seeding to before sprouting, or from 1 to 6 leaf stages

15 of crops.

The case where the present composition is applied

concurrently with seeding the crop seeds is a case where a

sowing machine and a spraying machine are integrated with

each other.

[0025]

Examples of the weeds which can be controlled by the

present composition include the following weeds, but are not

limited thereto.

Urticaceae weeds: himeirakusa (small nettle; Urtica

urens)

S41708 17

Polygonaceae weeds: sobakazura (black bindweed;

Polygonum convolvulus), sanaetade (pale persicaria;

Polygonum lapathifolium), amerikasanaetade (Pennsylvania

smartweed; Polygonum pensylvanicum), harutade (redshank;

5 Polygonum persicaria), inutade (bristly lady's-thumb;

Polygonum longisetum), michiyanagi (knotgrass; Polygonum

aviculare), haimichiyanagi (equal-leaved knotgrass;

Polygonum arenastrum), itadori (Japanese knotweed; Polygonum

cuspidatum), gishigishi (Japanese dock; Rumex japonicus),

10 nagabagishigishi (curly dock; Rumex crispus),

ezonogishigishi (blunt-leaved dock; Rumex obtusifolius),

suiba (common sorrel; Rumex acetosa)

Portulacaceae weeds: suberihiyu (common purslane;

Portulaca oleracea)

15 Caryophyllaceae weeds: hakobe (common chickweed;

Stellaria media), miminagusa (common mouse-ear; Cerastium

holosteoides), orandamiminagusa (sticky mouse-ear; Cerastium

glomeratum) , otsumekusa (corn spurrey; Spergula arvensis) ,

mantema (five-wound catchfly; Silene gallica)

Molluginaceae weeds: kurumabazakuroso (carpetweed;

Mollugo verticillata)

Chenopodiaceae weeds: shiroza (common lambsquarters;

Chenopodium album), kearitaso (Indian goosefoot; Chenopodium

ambrosioides), hokigi (kochia; Kochia scoparia),

noharahijiki (spiny saltwort; Salsola kali), Orach (Atriplex

S41708 18

spp.)

[0026]

Amaranthaceae weeds: aogeito (redroot pigweed;

Ainaranthus retroflexus), aobiyu (slender amaranth;

5 Amaranthus viridis), inubiyu (livid amaranth; Amaranthus

lividus), haribiyu (spiny amaranth; Amaranthus spinosus),

honagaaogeito (smooth pigweed; Amaranthus hybridus),

ohonagaaogeito (Palmer amaranth; Amaranthus palmeri),

hosobainubiyu (common waterhemp; Amaranthus rudis),

10 hosoaogeito (green pigweed; Amaranthus patulus), hiyumodoki

(tall waterhemp; Amaranthus tuberculatos), amerikabiyu

(prostrate pigweed; Amaranthus blitoides), haibiyu (large

fruit amaranth; Amaranthus deflexus), mucronate amaranth

(Amaranthus quitensis), nagaetsurunogeito (alligator weed;

15 Alternanthera philoxeroides), tsurugeito (sessile alligator

weed; Alternanthera sessilis), sanguinaria (perrotleaf;

Alternanthera tenella)

Papaveraceae weeds: hinageshi (common poppy; Papaver

rhoeas), azamigeshi (Mexican prickle poppy; Argemone

mexicana)

Brassicaceae weeds: seiyonodaikon (wild radish;

Raphanus raphanistrum), Radish (Raphanus sativus),

noharagarashi (wild mustard; Sinapis arvensis), nazuna

(shepherd's purse; Capsella bursa-pastoris), seiyokarashina

(white mustard; Brassica juncea), himekujiragusa (pinnate

S41708 19

tansy mustard; Descurainia pinnata), sukashitagobo (marsh

yellowcress; Rorippa islandica), kirehainugarashi (yellow

fieldcress; Rorippa sylvestris), gumbainazuna (field

pennycress; Thlaspi arvense), miyagarashi (turnip weed;

5 Myagrum rugosum), mamegumbainazuna (Virginia pepperweed;

Lepidium virginicum), karakusanazuna (slender wartcress;

Coronopus didymus)

Capparaceae weeds: African cabbage (Cleome affinis)

[0027]

10 Fabaceae weeds: kusanemu (Indian joint vetch;

Aeschynomene indica), zigzag joint vetch (Aeschynomene

rudis), amerikatsunokusanemu (hemp sesbania; Sesbania

exaltata), ebisugusa (sickle pod; Cassia obtusifolia),

habuso (coffee senna; Cassia occidentalis), juzuhagi

15 (Florida beggar weed; Desmodium tortuosum), noharahagi (wild

groundnut; Desmodium adscendens), shirotsumekusa (white

clover; Trifolium repens), kuzu (kudzu; Pueraria lobata),

karasunoendo (narrowleaf vetch; Vicia angustifolia),

tanukikomatsunagi (hairy indigo; Indigofera hirsuta),

Indigofera truxillensis, yaseisasage (common cowpea; Vigna

sinensis)

Oxalidaceae: katabami (creeping wood sorrel; Oxalis

corniculata), ottachikatabami (European wood sorrel; Oxalis

strica), purple shamrock (Oxalis oxyptera)

Geraniaceae weeds: amerikafuro (Carolina geranium;

S41708 20

Geranium carolinense), orandafuro (common storksbill;

Erodium cicutarium)

Euphorbiaceae weeds: todaigusa (sun spurge; Euphorbia

helioscopia), onishikiso (annual spurge; Euphorbia maculata),

5 konishikiso (prostrate spurge; Euphorbia humistrata),

hagikuso (Hungarian spurge; Euphorbia esula), shojoso (wild

poinsettia; Euphorbia heterophylla), hyssop-leaf sandmat

(Euphorbia brasiliensis), enokigusa (asian copperleaf;

Acalypha australis), tropic croton (Croton glandulosus),

10 lobed croton (Croton lobatus), burajirukomikanso (long

stalked phyllanthus; Phyllanthus corcovadensis), togoma

(castor bean; Ricinus communis)

[00281

Malvaceae weeds: ichibi (velvetleaf; Abutilon

15 theophrasti), kingojika (arrow-leaf sida; Sida rhombiforia),

marubakingojika (heart-leaf sida; Sida cordifolia),

amerikakingojika (prickly sida; Sida spinosa), Sida

glaziovii, Sida santaremnensis, ginsenka (bladder weed;

Hibiscus trionum), nishikiaoi (spurred anoda; Anoda

cristata), enokiaoi (spine-seeded false-mallow; Malvastrum

coromandelianum)

Sterculiaceae weeds: kobambanoki (Florida waltheria;

Waltheria indica)

Violaceae weeds: makibasumire (field violet; Viola

arvensis), wairudopanji (wild violet; Viola tricolor)

S41708 21

Cucurbitaceae weeds: arechiuri (bur cucumber; Sicyos

angulatus), wild cucumber (Echinocystis lobata),

yaseinigauri (bitter balsam apple; Momordica charantia)

Lythraceae weeds: ezomisohagi (purple loosestrife;

5 Lythrum salicaria)

Apiaceae weeds: chidomegusa (lawn pennywort;

Hydrocotyle sibthorpioides)

Sapindaceae weeds: fusenkazura (heartseed;

Cardiospermumhalicacabum)

10 Primulaceae weeds: akabanarurihakobe (scarlet

pimpernel; Anagallis arvensis)

Asclepiadaceae weeds: otowata (common milkweed;

Asclepias syriaca), honeyvine milkweed (Ampelamus albidus)

Rubiaceae weeds: catchweed bedstraw (Galium aparine),

15 yaemugura (Galium spurium var. echinospermon)

, hirohafutabamugura (broadleaf buttonweed; Spermacoce

latifolia), burajiruhashikagusamodoki (Brazil calla lily;

Richardia brasiliensis), uingudofuarusubotanuido (broadleaf

buttonweed; Borreria alata)

[0029]

Convolvulaceae weeds: asagao (Japanese morning glory;

Ipomoea nil), amerikaasagao (ivy-leaf morning glory; Ipomoea

hederacea), marubaasagao (tall morning glory; Ipomoea

purpurea) , marubaamerikaasagao (entire-leaf morning glory;

Ipomoea hederacea var. integriuscula), mameasagao (pitted

S41708 22

morning glory; Ipomoea lacunosa) , hoshiasagao (three-lobe

morning glory; Ipomoea triloba) , noasagao (blue morning

glory; Ipomoea acuminata), tsutanoharuko (scarlet morning

glory; Ipomoea hederifolia), marubaruko (red morning glory;

5 Ipomoea coccinea), rukoso (cypress-vine morning glory;

Ipomoea quamoclit), Ipomoea grandifolia, Ipomoea

aristolochiafolia, momijibahirugao (Cairo morning glory;

Ipomoea cairica), seiyohirugao (field bindweed; Convolvulus

arvensis), kohirugao (Japanese false bindweed; Calystegia

10 hederacea), hirugao (Japanese bindweed; Calystegia japonica),

tsutanohahirugao (ivy woodrose; Merremia hedeacea), hairy

woodrose (Merremia aegyptia), roadside woodrose (Merremia

cissoides), okinaasagao (small-flower morning glory;

Jacquemontia tamnifolia)

15 Boraginaceae weeds: wasurenagusa (field forget-me-not;

Myosotis arvensis)

Lamiaceae weeds: himeodorikoso (purple deadnettle;

Lamium purpureum), hotokenoza (common henbit; Lamium

amplexicaule), tamazakimehajiki (lion's ear; Leonotis

nepetaefolia), nioinigakusa (wild spikenard; Hyptis

suaveolens) , Hyptis lophanta, mehaj iki (Siberian motherwort;

Leonurus sibiricus), yabuchorogi (field-nettle betony;

Stachys arvensis)

[00301

Solanaceae weeds: yoshuchosenasagao (jimsonweed; Datura

S41708 23

stramonium), inuhozuki (black nightshade; Solanum nigrum),

teriminoinuhozuki (American black nightshade; Solanum

americanum), amerikainuhozuki (eastern black nightshade;

Solanum ptycanthum), keinuhozuki (hairy nightshade; Solanum

5 sarrachoides), tomatodamashi (buffalo bur; Solanum

rostratum), kinginnasubi (soda-apple nightshade; Solanum

aculeatissimum), wairudotomato (sticky nightshade; Solanum

sisymbriifolium), warunasubi (horse nettle; Solanum

carolinense), sennarihozuki (cutleaf groundcherry; Physalis

10 angulata), smooth groundcherry (Physalis subglabrata),

osennari (apple of Peru; Nicandra physaloides)

Scrophulariaceae weeds: furasabaso (ivyleaf speedwell;

Veronica hederaefolia), oinunofuguri (common speedwell;

Veronica persica), tachiinunofuguri (corn speedwell;

15 Veronica arvensis)

Plantaginaceae weeds: obako (Asiatic plantain; Plantago

asiatica)

[00311

Asteraceae weeds: onamomi (common cocklebur; Xanthium

pensylvanicum), oonamomi (large cocklebur; Xanthium

occidentale), yaseihimawari (common sunflower; Helianthus

annuus), kamitsure (wild chamomile; Matricaria chamomilla),

inukamitsure (scentless chamomile; Matricaria perforata),

corn marigold (Chrysanthemum segetum), oroshagiku (rayless

mayweed; Matricaria matricarioides), yomogi (Japanese

S41708 24

mugwort; Artemisia princeps), oshuyomogi (common mugwort;

Artemisia vulgaris), Chinese mugwort (Artemisia verlotorum),

seitakaawadachiso (tall goldenrod; Solidago altissima),

seiyotampopo (common dandelion; Taraxacum officinale),

5 hakidamegiku (hairy galinsoga; Galinsoga ciliata),

kogomegiku (small-flower galinsoga; Galinsoga parviflora),

noborogiku (common groundsel; Senecio vulgaris), flower-of

souls (Senecio brasiliensis), Senecio grisebachii,

oarechinogiku (Guernsey fleabane; Conyza sumatrensis),

10 arechinogiku (fleabane; Conyza bonariensis),

himemukashiyomogi (marestail; Conyza canadensis), butakusa

(common ragweed; Ambrosia artemisiaefolia), kuwamodoki

(giant ragweed; Ambrosia trifida), kosendangusa (hairy

beggarticks; Bidens pilosa), amerikasendangusa (common

15 beggarticks; Bidens frondosa), greater beggarticks (Bidens

subalternans), seiyotogeazami (Canada thistle; Cirsium

arvense), amerikaoniazami (black thistle; Cirsium vulgare),

mariaazami (blessed milkthistle; Silybum marianum), musk

thistle (Carduus nutans), togechisha (prickly lettuce;

Lactuca serriola), nogeshi (annual sowthistle; Sonchus

oleraceus), oninogeshi (spiny sowthistle; Sonchus asper),

beach creeping oxeye (Wedelia glauca), perfoliate blackfoot

(Melampodium perfoliatum), usubeninigana (red tasselflower;

Emilia sonchifolia), shiozakiso (wild marigold; Tagetes

minuta), para cress (Blainvillea latifolia), kotobukigiku

S41708 25

(coat buttons; Tridax procumbens), ieruba porosa (Bolivian

coriander; Porophyllum ruderale), Paraguay starbur

(Acanthospermum australe) , bristly starbur (Acanthospermum

hispidum), fusengazura (balloon vine; Cardiospermum

5 halicacabum), kakkoazami (tropic ageratum; Ageratum

conyzoides), common boneset (Eupatorium perfoliatum),

amerikatakasaburo (American false daisy; Eclipta alba),

dandoborogiku (fireweed; Erechtites hieracifolia),

amerikanebarasuteingu (American cudweed; Gamochaeta spicata),

10 urajirochichikogusa (linear-leaf cudweed; Gnaphalium

spicatum), Jageria hitora (Jaegeria hirta), gomagiku

(ragweed parthenium; Parthenium hysterophorus), menamomi

(small yellow crownbeard; Siegesbeckia orientalis),

merikentokinso (lawn burweed; Soliva sessilis)

15 [0032]

Liliaceae weeds: wild onion (Allium canadense), wild

garlic (Allium vineale)

Commelinaceae weeds: tsuyukusa (common dayflower;

Commelina communis), marubatsuyukusa (tropical spiderwort;

Commelina bengharensis), erect dayflower (Commelina erecta)

[0033]

Poaceae weeds: inubie (common barnyardgrass;

Echinochloa crus-galli), kohimebie (jungle rice; Echinochloa

colonum), enokorogusa (green foxtail; Setaria viridis),

akinoenokorogusa (giant foxtail; Setaria faberi), kinenokoro

S41708 26

(yellow foxtail; Setaria glauca), amerikaenokorogusa

(knotroot foxtail; Setaria geniculata), mehishiba (southern

crabgrass; Digitaria ciliaris), large crabgrass (Digitaria

sanguinalis), Jamaican crabgrass (Digitaria horizontalis),

5 susukimehishiba (sourgrass; Digitaria insularis), ohishiba

(goosegrass; Eleusine indica), suzumenokatabira (annual

bluegrass; Poa annua), suzumenoteppo (short-awn foxtail;

Alospecurus aequalis), blackgrass (Alopecurus myosuroides),

karasumugi (wild oat; Avena fatua), seibammorokoshi

10 (Johnsongrass; Sorghum halepense), shataken (grain sorghum;

Sorghum vulgare), shibamugi (quackgrass; Agropyron repens),

nezumimugi (Italian ryegrass; Lolium multiflorum), hosomugi

(perennial ryegrass; Lolium perenne), bomugi (rigid

ryegrass; Lolium rigidum), karasunochahiki (cheat; Bromus

15 secalinus), umanochahiki (downy brome; Bromus tectorum),

hosonogemugi (foxtail barley; Hordeum jubatum), yagimugi

(jointed goatgrass; Aegilops cylindrica), kusayoshi (reed

canarygrass; Phalaris arundinacea), himekanarikusayoshi

(little-seed canary grass; Phalaris minor), silky bentgrass

(Apera spica-venti), okusakibi (fall panicum; Panicum

dichotomiflorum), Texas panicum (Panicum texanum), gineakibi

(guineagrass; Panicum maximum), merikennikukibi (broadleaf

signalgrass; Brachiaria platyphylla), rujigurasu (Congo

signal grass; Brachiaria ruziziensis), Alexander grass

(Brachiaria plantaginea), Surinam grass (Brachiaria

S41708 27

decumbens), palisade grass (Brachiaria brizantha),

koronibiagurasu (creeping signalgrass; Brachiaria

humidicola), shinkurinoiga (southern sandbur; Cenchrus

echinatus), himekurinoiga (field sandbur; Cenchrus

5 pauciflorus), narukobie (woolly cupgrass; Eriochloa villosa),

penisetamu (feathery pennisetum; Pennisetum setosum),

afurikahigeshiba (Rhodes grass; Chloris gayana), oniwahokori

(India lovegrass; Eragrostis pilosa), rubigaya (Natal grass;

Rhynchelitrum repens), tatsunotsumegaya (crowfoot grass;

10 Dactyloctenium aegyptium), taiwanaiashi (winkle grass;

Ischaemum rugosum), yaseiine (common rice; Oryza sativa),

amerikasuzumenohie (bahiagrass; Paspalum notatum), coastal

sand paspalum (Paspalum maritimum), kikuyugrass (Pennisetum

clandestinum), hosobachikarashiba (West Indies pennisetum;

15 Pennisetum setosum), tsunoaiashi (itch grass; Rottboellia

cochinchinensis)

[00341

Cyperaceae weeds: kayatsurigusa (Asian flatsedge;

Cyperus microiria), kogomegayatsuri (rice flatsedge; Cyperus

iria), kingayatsuri (fragrant flatsedge; Cyperus odoratus),

hamasuge (purple nutsedge; Cyperus rotundus), kihamasuge

(yellow nutsedge; Cyperus esculentus), himekugu (pasture

spike sedge; Kyllinga gracillima)

Equisetaceae weeds: sugina (field horsetail; Equisetum

arvense), inusugina (marsh horsetail; Equisetum palustre),

S41708 28

etc.

[0035]

In the above weeds, mutations within the species is not

particularly limited. Namely, the weeds also include any of

5 weeds that have a reduced sensitivity to a specific herbicide.

The reduced sensitivity may be attributed to a mutation at

a target site (target site mutations), or may be attributed

to any factors other than target site mutation (non-target

site mutations). The factors reducing sensitivity by non

10 target site mutations include metabolic enhancement,

defective absorption, defective transition, and efflux out

of the system, etc. A cause of the metabolic enhancement

includes an enhanced activity of metabolic enzymes such as

cytochrome P450 monooxygenases, aryl acylamidases, esterases

15 and glutathione S-transferase. The efflux out of the system

includes the transfer to a vacuole by an ABC transporter.

Examples of the reduced sensitivity in weeds caused by the

target site mutations include, for example, weeds having one

or more of the following amino acid substitutions in ALS

gene. Alal22Thr, Alal22Val, Alal22Tyr, Prol97Ser, Prol97His,

Prol97Thr, Prol97Arg, Prol97Leu, Prol97Gln, Prol97Ala,

Prol97Ile, Ala205Val, Ala205Phe, Asp376Glu, Arg377His,

Trp574Leu, Trp574Gly, Trp574Met, Ser653Thr, Ser653Thr,

Ser653Asn, Ser635Ile, Gly654Glu, Gly645Asp. Also, examples

of the reduced sensitivity in weeds caused by the target

S41708 29

site mutations include one or more of the following amino

acid substitutions in ACCase gene. Ilel78lLeu, Ile178lVal,

Ilel78lThr, Trpl999Cys, Trpl999Leu, Ala2004Val, Trp2027Cys,

Ile2O4lAsn, Ile2O4lVal, Asp2078Gly, Cys2088Arg, Gly2096Ala,

5 Gly2096Ser. Further, examples of the reduced sensitivity in

weeds caused by the target site mutations include AGly210 in

PPX2L gene and Arg98Leu mutation in PPX1 gene. In particular,

the present invention can efficiently control PPO

inhibitors-resistant hiyumodoki (tall waterhemp; Amaranthus

10 tuberculatos) and PPO inhibitors-resistant ohonagaaogeito

(Palmer amaranth; Amaranthus palmeri) which have AGly210

mutation in PPX2L gene and PPO inhibitors-resistant butakusa

(common ragweed; Ambrosia artemisiaefolia) which has

Arg98Leu in PPX1 gene. Moreover, examples of the reduced

15 sensitivity in weeds caused by the target site mutations

include amino acid substitutions such as Thr102Ile,

Prol06Ser, Prol06Ala and Prol06Leu in EPSP gene. In

particular, the present invention can efficiently control

glyphosate-resistant ohishiba (goosegrass; Eleusine indica),

glyphosate-resistant nezumimugi (Italian ryegrass; Lolium

multiflorum), glyphosate-resistant bomugi (rigid ryegrass;

Lolium rigidum), glyphosate-resistant susukimehishiba

(sourgrass; Digitaria insularis), glyphosate-resistant

hiyumodoki (tall waterhemp; Amaranthus tuberculatos), and

glyphosate-resistant kohimebie (jungle rice; Echinochloa

S41708 30

colonum) which have one or both of the amino acid

substitutions. Similarly, examples of the reduced

sensitivity in weeds caused by the target site include weeds

having the increased copy numbers of EPSP gene, and in

5 particular, the present invention can efficiently control

glyphosate-resistant ohonagaaogeito (Palmer amaranth;

Amaranthus palmeri), glyphosate-resistant hiyumodoki (tall

waterhemp; Amaranthus tuberculatos) and glyphosate-resistant

hokigi (kochia; Kochia scoparia) which have the mutation.

10 The present invention can also efficiently control

himemukashiyomogi (marestail; Conyza canadensis),

oarechinogiku (Guernsey fleabane; Conyza sumatrensis) and

arechinogiku (fleabane; Conyza bonariensis) having the

resistance to glyphosate related to ABC transporters.

15 [00361

Examples of the herbicide which may be incorporated to

the present composition besides the compound X and

pyroxasulfone include the following. The herbicides can be

used mixing with the present composition containing as an

active ingredient only the compound X and pyroxasulfone.

Herbicide: glyphosate and its salt (isopropylammonium

salt, ammonium salt, potassium salt, guanidine salt,

dimethylamine salt, monoethanolamine salt, choline salt,

BAPMA (N,N-bis-(aminopropyl)methylamine) salt, 2,4-D and its

salt or ester (ammonium salt, butotyl ester, 2-butoxypropyl

S41708 31

ester, butyl ester, diethylammonium salt, dimethylammonium

salt, diolamine salt, dodecylammonium salt, ethyl ester, 2

ethylhexyl ester, heptylammonium salt, isobutyl ester,

isoctyl ester, isopropyl ester, isopropylammonium salt,

5 lithium salt, meptyl ester, methyl ester, octyl ester, pentyl

ester, propyl ester, sodium salt, tefuryl ester,

tetradecylammonium salt, triethylammonium salt, tris(2

hydroxypropyl)ammonium salt, trolamine salt, choline salt),

2,4-DB and its salt or ester (dimethylammonium salt, isoctyl

10 ester, choline salt), dicamba and its salt or ester

(diglycolamine salt, dimethylammonium salt, diolamine salt,

isopropylammonium salt, methyl ester, auramine salt,

potassium salt, sodium salt, trolamine salt, BAPMA (N,N-bis

(aminopropyl)methylamine) salt, choline salt), MCPA and its

15 salt or ester (dimethylammonium salt, 2-ethylhexyl ester,

isoctyl ester, sodium salt, choline salt), MCPB, mecoprop

and its salt or ester (dimethylammonium salt, diolamine salt,

ethadyl ester, 2-ethylhexyl ester, isoctyl ester, methyl

ester, potassium salt, sodium salt, trolamine salt, choline

salt), mecoprop-P and its salt or ester (dimethylammonium

salt, 2-ethylhexyl ester, isobutyl salt, potassium salt,

choline salt), dichlorprop and its salt or ester (butotyl

ester, dimethylammonium salt, 2-ethylhexyl ester, isoctyl

ester, methyl ester, potassium salt, sodium salt, choline

salt), dichlorprop-P, dichlorprop-P-dimethylammonium salt,

S41708 32

quinclorac, quinmerac, bromoxynil, bromoxynil-octanoate,

dichlobenil, methiozolin, ioxynil, ioxynil-octanoate, di

allate, butylate, tri-allate, phenmedipham, chlorpropham,

desmedipham, asulam, phenisopham, benthiocarb, molinate,

5 esprocarb, pyributicarb, prosulfocarb, orbencarb, EPTC,

dimepiperate, swep, propachlor, metazachlor, alachlor,

acetochlor, metolachlor, S-metolachlor, butachlor,

pretilachlor, thenylchlor, aminocyclopyrachlor,

aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium,

10 trifluralin, pendimethalin, ethalfluralin, benfluralin,

prodiamine, simazine, atrazine, propazine, cyanazine,

ametryn, simetryn, dimethametryn, prometryn, indaziflam,

triaziflam, metribuzin, hexazinone, terbumeton,

terbuthylazine, terbutryn, trietazine, isoxaben,

15 diflufenican, diuron, linuron, metobromuron, metoxuron,

monolinuron, siduron, fluometuron, difenoxuron, methyl

daimuron, isoproturon, isouron, tebuthiuron, benzthiazuron,

methabenzthiazuron, propanil, mefenacet, clomeprop,

naproanilide, bromobutide, daimuron, cumyluron,

diflufenzopyr, etobenzanid, bentazon, tridiphane, indanofan,

amitrole, fenchlorazole, clomazone, maleic hydrazide,

pyridate, chloridazon, norflurazon, bromacil, terbacil,

lenacil, oxaziclomefone, cinmethylin, benfuresate,

cafenstrole, flufenacet, pyrithiobac, pyrithiobac-sodium

salt, pyriminobac, pyriminobac-methyl, bispyribac,

S41708 33

bispyribac-sodium salt, pyribenzoxim, pyrimisulfan,

pyriftalid, triafamone, fentrazamide, dimethenamid,

dimethenamid-P, ACN, dithiopyr, triclopyr and its salt or

ester (butotyl ester, triethylammonium salt), fluroxypyr,

5 fluroxypyr-meptyl, thiazopyr, aminopyralid and its salt

(potassium salt, triisopropanolammonium salt, choline salt),

clopyralid and its salt (olamine salt, potassium salt,

triethylammonium salt, choline salt), picloram and its salt

(potassium salt, triisopropanolammonium salt, choline salt),

10 dalapon, chlorthiamid, amidosulfuron, azimsulfuron,

bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron

ethyl, cyclosulfamuron, ethoxysulfuron, flazasulfuron,

flucetosulfuron, flupyrsulfuron, flupyrsulfuron-methyl

sodium, foramsulfuron, halosulfuron, halosulfuron-methyl,

15 imazosulfuron, mesosulfuron, mesosulfuron-methyl,

metazosulfuron, nicosulfuron, orthosulfamuron, oxasulfuron,

primisulfuron, primisulfuron-methyl, propyrisulfuron,

pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron,

sulfometuron, sulfometuron-methyl, sulfosulfuron,

trifloxysulfuron-sodium salt, trifloxysulfuron,

chlorsulfuron, cinosulfuron, ethametsulfuron,

ethametsulfuron-methyl, iodosulfuron, iodosulfuron-methyl

sodium, iofensulfuron, iofensulfuron-sodium, metsulfuron,

metsulfuron-methyl, prosulfuron, thifensulfuron,

thifensulfuron-methyl, triasulfuron, tribenuron,

S41708 34

tribenuron-methyl, triflusulfuron, triflusulfuron-methyl,

tritosulfuron, picolinafen, beflubutamid, norflurazon,

fluridone, flurochloridone, flurtamone, benzobicyclon,

bicyclopyrone, mesotrione, sulcotrione, tefuryltrione,

5 tembotrione, isoxachlortole, isoxaflutole, benzofenap,

pyrasulfotole, pyrazolynate, pyrazoxyfen, topramezone,

tolpyralate, lancotrione-sodium salt, flupoxam, amicarbazone,

bencarbazone, flucarbazone, flucarbazone-sodium salt,

ipfencarbazone, propoxycarbazone, propoxycarbazone-sodium

10 salt, thiencarbazone, thiencarbazone-methyl, cloransulam,

cloransulam-methyl, diclosulam, florasulam, flumetsulam,

metosulam, penoxsulam, pyroxsulam, imazamethabenz,

imazamethabenz-methyl, imazamox, imazamox-ammonium salt,

imazapic, imazapic-ammonium salt, imazapyr, imazapyr

15 ammonium salt, imazaquin, imazaquin-ammonium salt,

imazethapyr, imazethapyr-ammonium salt, clodinafop,

clodinafop-propargyl, cyhalofop, cyhalofop-butyl, diclofop,

diclofop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P,

fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P,

fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P,

haloxyfop-P-methyl, metamifop, propaquizafop, quizalofop,

quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl,

alloxydim, clethodim, sethoxydim, tepraloxydim, tralkoxydim,

pinoxaden, fenoxasulfone, glufosinate, glufosinate-ammonium

salt, glufosinate-P, glufosinate-P-sodium salt, bialafos,

S41708 35

anilofos, bensulide, butamifos, paraquat, paraquat

dichloride, diquat, diquat-dibromide, halauxifen,

halauxifen-methyl, florpyrauxifen, florpyrauxifen-benzyl,

flumioxazin, flumiclorac-pentyl, fomesafen-sodium salt,

5 lactofen, saflufenacil, tiafenacil, trifludimoxazin,

acifluorfen-sodium salt, aclonifen, bifenox, chlomethoxyfen,

chlornitrofen, ethoxyfen-ethyl, fluorodifen,

fluoroglycofen-ethyl, fluoronitrofen, halosafen, nitrofen,

nitrofluorfen, oxyfluorfen, cinidon-ethyl, profluazol,

10 pyraclonil, oxadiargyl, oxadiazone, pentoxazone, fluazolate,

pyraflufen-ethyl, benzfendizone, butafenacil, fluthiacet

methyl, thidiazimin, azafenidin, carfentrazone-ethyl,

sulfentrazone, and flufenpyr-ethyl.

[0037]

15 As the herbicide which can be used together with the

present composition in the present invention, glyphosate

potassium salt, glyphosate guanidine salt, glyphosate

dimethylamine salt, glyphosate monoethanolamine salt,

glufosinate ammonium salt, glyphosate isopropyl ammonium

salt, 2,4-D choline salt, dicamba diglycolamine salt,

dicamba BAPMA salt, flumioxazin, flumiclorac-pentyl,

clethodim, lactofen, S-metolachlor, metribuzin, flufenacet,

nicosulfuron, rimsulfuron, acetochlor, mesotrione,

isoxaflutole, chlorimuron-ethyl, thifensulfuron-methyl,

cloransulam-methyl, imazethapyr-ammonium salt are

S41708 36

particularly preferable.

[00381

Examples of a combination of the compound X and

pyroxasulfone with the herbicide which can be used together

5 with the compound X and pyroxasulfone in the present

invention (hereinafter, also referred to as "herbicide Z")

are recited as follows, but are not limited thereto. A ratio

of the herbicide Z to the compound X is usually within the

range of 0.01 to 1000 times by weight, preferably 0.1 to 300

10 times by weight. Examples of a weight ratio of the compound

X, pyroxasulfone and the herbicide Z are described as follows.

[00391

[compound X/pyroxasulfone/glyphosate potassium salt =

1/6/50], [compound X/pyroxasulfone/glyphosate potassium salt

15 = 1/12/80], [compound X/pyroxasulfone/glyphosate guanidine

salt = 1/6/501, [compound X/pyroxasulfone/glyphosate

guanidine salt = 1/12/1001, [compound

X/pyroxasulfone/glyphosate dimethylamine salt = 1/6/501,

[compound X/pyroxasulfone/glyphosate dimethylamine salt =

1/12/1001, [compound X/pyroxasulfone/glyphosate

monoethanolamine salt = 1/6/501, [compound

X/pyroxasulfone/glyphosate monoethanolamine salt = 1/12/1001,

[compound X/pyroxasulfone/glyphosate isopropylamine salt =

1/6/501, [compound X/pyroxasulfone/glyphosate

isopropylamine salt = 1/12/1001, [compound

S41708 37

X/pyroxasulfone/glufosinate ammonium salt = 1/6/30],

[compound X/pyroxasulfone/glufosinate ammonium salt =

1/12/60], [compound X/pyroxasulfone/2,4-D choline salt =

1/6/50], [compound X/pyroxasulfone/2,4-D choline salt =

5 1/12/100], [compound X/pyroxasulfone/dicamba diglycolamine

salt = 1/6/28], [compound X/pyroxasulfone/dicamba

diglycolamine salt = 1/12/56], [compound

X/pyroxasulfone/dicamba diBAPMA salt = 1/6/28], [compound

X/pyroxasulfone/dicamba diBAPMA salt = 1/12/56], [compound

10 X/pyroxasulfone/flumioxazin = 1/6/3.5], [compound

X/pyroxasulfone/flumioxazin = 1/12/7], [compound

X/pyroxasulfone/flumioxazin/chlorimuron-ethyl

1/6/3.5/1.1], [compound

X/pyroxasulfone/flumioxazin/chlorimuron-ethyl = 1/12/7/2.2],

15 [compound X/pyroxasulfone/flumioxazin/chlorimuron

ethyl/thifensulfuron-methyl = 1/6/3.5/1.1/0.9], [compound

X/pyroxasulfone/flumioxazin/chlorimuron

ethyl/thifensulfuron-methyl = 1/12/7/2.2/1.7], [compound

X/pyroxasulfone/flumioxazin/cloransulam-methyl

1/6/3.5/1.5)], [compound

X/pyroxasulfone/flumioxazin/cloransulam-methyl = 1/12/7/3)],

[compound

X/pyroxasulfone/flumioxazin/metribuzin/chlorimuron-ethyl =

1/6/3.5/11/1.1], [compound

X/pyroxasulfone/flumioxazin/metribuzin/chlorimuron-ethyl =

S41708 38

1/12/7/22/2.2], [compound

X/pyroxasulfone/flumioxazin/metribuzin/imazethapyr-ammonium

salt = 1/6/3.5/11/3.5], [compound

X/pyroxasulfone/flumioxazin/metribuzin/imazethapyr-ammonium

5 salt = 1/12/7/22/7], [compound X/pyroxasulfone/flumiclorac

pentyl = 1/6/1.5], [compound X/pyroxasulfone/flumiclorac

pentyl = 1/12/3], [compound X/pyroxasulfone/clethodim =

1/6/3], [compound X/pyroxasulfone/clethodim = 1/12/6],

[compound X/pyroxasulfone/lactofen = 1/6/11], [compound

10 X/pyroxasulfone/lactofen = 1/12/22], [compound

X/pyroxasulfone/S-metolachlor = 1/6/80], [compound

X/pyroxasulfone/S-metolachlor = 1/12/160], [compound

X/pyroxasulfone/metribuzin = 1/6/11], [compound

X/pyroxasulfone/metribuzin = 1/12/22], [compound

15 X/pyroxasulfone/flufenacet = 1/6/25], [compound

X/pyroxasulfone/flufenacet = 1/12/50], [compound

X/pyroxasulfone/nicosulfuron = 1/6/1.8], [compound

X/pyroxasulfone/nicosulfuron = 1/12/3.5], [compound

X/pyroxasulfone/rimsulfuron = 1/6/0.9], [compound

X/pyroxasulfone/rimsulfuron = 1/12/1.7], [compound

X/pyroxasulfone/acetochlor = 1/6/80], [compound

X/pyroxasulfone/acetochlor = 1/12/150], [compound

X/pyroxasulfone/mesotrione = 1/6/5], [compound

X/pyroxasulfone/mesotrione = 1/12/10.5], [compound

X/pyroxasulfone/isoxaflutole = 1/6/3.5], [compound

S41708 39

X/pyroxasulfone/isoxaflutole = 1/12/7], [compound

X/pyroxasulfone/chlorimuron-ethyl = 1/6/1.1], [compound

X/pyroxasulfone/chlorimuron-ethyl = 1/12/2.2], [compound

X/pyroxasulfone/thifensulfuron-methyl = 1/6/0.9], [compound

5 X/pyroxasulfone/thifensulfuron-methyl = 1/12/1.7],

[compound X/pyroxasulfone/cloransulam-methyl = 1/6/1.5],

[compound X/pyroxasulfone/cloransulam-methyl = 1/12/3],

[compound X/pyroxasulfone/imazethapyr-ammonium salt =

1/6/3.5], [compound X/pyroxasulfone/imazethapyr-ammonium

10 salt = 1/12/7], [compound X/pyroxasulfone/glyphosate

potassium salt/2,4-D choline salt = 1/6/50/50], [compound

X/pyroxasulfone/glyphosate potassium salt/2,4-D choline salt

= 1/12/80/100], [compound X/pyroxasulfone/glyphosate

dimethylamine salt/2,4-D choline salt = 1/6/50/50],

15 [compound X/pyroxasulfone/glyphosate dimethylamine

salt/2,4-D choline salt = 1/12/100/100], [compound

X/pyroxasulfone/glyphosate potassium salt/dicamba

diglycolamine salt = 1/6/50/28], [compound

X/pyroxasulfone/glyphosate potassium salt/dicamba

diglycolamine salt = 1/12/80/56], [compound

X/pyroxasulfone/glyphosate monoethanolamine salt/dicamba

diglycolamine salt = 1/6/50/28], [compound

X/pyroxasulfone/glyphosate monoethanolamine salt/dicamba

diglycolamine salt = 1/12/100/56], [compound

X/pyroxasulfone/glyphosate potassium salt/dicamba diBAPMA

S41708 40

salt = 1/6/50/28], [compound X/pyroxasulfone/glyphosate

potassium salt/dicamba diBAPMA salt = 1/12/80/56], [compound

X/pyroxasulfone/glyphosate potassium salt/flumioxazin =

1/6/50/3.5], [compound X/pyroxasulfone/glyphosate potassium

5 salt/flumioxazin = 1/12/80/7], [compound

X/pyroxasulfone/glyphosate potassium

salt/flumioxazin/chlorimuron-ethyl = 1/6/50/3.5/1.1],

[compound X/pyroxasulfone/glyphosate potassium

salt/flumioxazin/chlorimuron-ethyl = 1/12/80/7/2.2],

10 [compound X/pyroxasulfone/glyphosate potassium

salt/flumioxazin/chlorimuron-ethyl/thifensulfuron-methyl =

1/6/50/3.5/1.1/0.9], [compound X/pyroxasulfone/glyphosate

potassium salt/flumioxazin/chlorimuron

ethyl/thifensulfuron-methyl = 1/12/80/7/2.2/1.7], [compound

15 X/pyroxasulfone/glyphosate potassium

salt/flumioxazin/cloransulam-methyl=1/6/50/3.5/1.5],

[compound X/pyroxasulfone/glyphosate potassium

salt/flumioxazin/cloransulam-methyl=1/12/80/7/3], [compound

X/pyroxasulfone/glyphosate potassium

salt/flumioxazin/metribuzin/chlorimuron

ethyl=1/6/50/3.5/11/1.1], [compound

X/pyroxasulfone/glyphosate potassium

salt/flumioxazin/metribuzin/chlorimuron

ethyl=1/12/80/7/22/2.2], [compound

X/pyroxasulfone/glyphosate potassium

S41708 41

salt/flumioxazin/metribuzin/imazethapyr-ammonium salt =

1/6/50/3.5/11/3.5], [compound X/pyroxasulfone/glyphosate

potassium salt/flumioxazin/metribuzin/imazethapyr-ammonium

salt = 1/12/80/7/22/7], [compound X/pyroxasulfone/glyphosate

5 potassium salt/flumiclorac-pentyl = 1/6/50/1.5], [compound

X/pyroxasulfone/glyphosate potassium salt/flumiclorac

pentyl = 1/12/80/3], [compound X/pyroxasulfone/glyphosate

potassium salt/clethodim = 1/6/50/3], [compound

X/pyroxasulfone/glyphosate potassium salt/clethodim =

10 1/12/80/6], [compound X/pyroxasulfone/glyphosate potassium

salt/lactofen = 1/6/50/11], [compound

X/pyroxasulfone/glyphosate potassium salt/lactofen =

1/12/80/22], [compound X/pyroxasulfone/glyphosate potassium

salt/S-metolachlor = 1/6/50/80], [compound

15 X/pyroxasulfone/glyphosate potassium salt/S-metolachlor =

1/12/80/160], [compound X/pyroxasulfone/glyphosate

potassium salt/metribuzin = 1/6/50/11], [compound

X/pyroxasulfone/glyphosate potassium salt/metribuzin =

1/12/80/22], [compound X;pyroxasulfone/glyphosate potassium

salt/flufenacet = 1/6/50/25], [compound

X/pyroxasulfone/glyphosate potassium salt/flufenacet =

1/12/80/50], [compound X/pyroxasulfone/glyphosate potassium

salt/nicosulfuron = 1/6/50/1.8)], [compound

X/pyroxasulfone/glyphosate potassium salt/nicosulfuron =

1/12/80/3.5)], [compound X/pyroxasulfone/glyphosate

S41708 42

potassium salt/rimsulfuron = 1/6/50/0.9], [compound

X/pyroxasulfone/glyphosate potassium salt/rimsulfuron =

1/12/80/1.7], [compound X/pyroxasulfone/glyphosate

potassium salt/acetochlor = 1/6/50/80], [compound

5 X/pyroxasulfone/glyphosate potassium salt/acetochlor =

1/12/80/150], [compound X/pyroxasulfone/glyphosate

potassium salt/mesotrione = 1/6/50/5], [compound

X/pyroxasulfone/glyphosate potassium salt/mesotrione =

1/12/80/10.5], [compound X/pyroxasulfone/glyphosate

10 potassium salt/isoxaflutole = 1/6/50/3.5], [compound

X/pyroxasulfone/glyphosate potassium salt/isoxaflutole =

1/12/80/7], [compound X/pyroxasulfone/glyphosate potassium

salt/chlorimuron-ethyl = 1/6/50/1.1], [compound

X/pyroxasulfone/glyphosate potassium salt/chlorimuron-ethyl

15 = 1/12/80/2.2], [compound X/pyroxasulfone/glyphosate

potassium salt/thifensulfuron-methyl = 1/6/50/0.9],

[compound X/pyroxasulfone/glyphosate potassium

salt/thifensulfuron-methyl = 1/12/80/1.7], [compound

X/pyroxasulfone/glyphosate potassium salt/cloransulam

methyl = 1/6/50/1.5)], [compound X/pyroxasulfone/glyphosate

potassium salt/cloransulam-methyl = 1/12/80/3)], [compound

X/pyroxasulfone/glyphosate potassium salt/imazethapyr

ammonium salt = 1/6/50/3.5], [compound

X/pyroxasulfone/glyphosate potassium salt/imazethapyr

ammonium salt = 1/12/80/7]

S41708 43

[0040]

The cultivation of crops in the present invention can

be managed according to the plant-nutrition in the common

crop cultivation. The fertilization system may be based on

5 Precision Agriculture or may be conventionally uniform one.

EXAMPLES

[0041]

The present invention is described by Examples, but the

10 present invention should not be limited thereto.

[0042]

Firstly, the criteria for assesing each of an efficacy

on controlling harmful arthropods, an efficacy on

controlling plant pathogens, a herbicidal efficacy and a

15 crop injury which are shown in the below examples are shown.

[Efficacy on controlling harmful arthropods]

In the assessment of efficacy on controlling harmful

arthropods, the life and death of insects at the time of the

investigation is determined and the controlling value is

calculated by the following equation.

Controlling value (%) = 100 x (1-T/C)

wherein the characters in the equation represent the

following meanings.

C: Number of the insects at the time of the observation

in untreated area

S41708 44

T: Number of the insects at the time of the observation

in treated area

[0043]

[Efficacy on controlling plant pathogens]

5 In the assessment of efficacy on controlling plant

pathogens, the efficacy is defined as "0" if the disease

symptom by plant pathogens indicates little or no difference

compared to that in the case of no treatment at the time of

the investigation. The efficacy is defined as "100" if the

10 disease symptom by plant pathogens is little or not observed.

Hence, the efficacy is classfied as "0 to 100".

[0044]

[Herbicidal efficacy and Crop injury]

In the assessment of herbicidal efficacy, the efficacy

15 is defined as "0" if the state of budding or growth of test

weeds indicates little or no difference compared to that in

the case of no treatment at the time of the investigation.

The efficacy is defined as "100" if test weeds are completely

dead or the budding or growth of test weeds is completely

prevented. Hence, the efficacy is classfied as "0 to 100".

In the assessment of crop injuries, the injury is

defined as "harmless" if a harmful effect is little observed.

The injury is defined as "small" if a mild harmful effect is

observed. The injury is defined as "medium" if a moderate

harmful effect is observed. The injury is defined as "large"

S41708 45

if a severe harmful effect is observed.

[0045]

Example 1

The weeds (ohonagaaogeito (Palmer amaranth; Amaranthus

5 palmeri), hosobainubiyu (common waterhemp; Amaranthus rudis),

butakusa (common ragweed; Ambrosia artemisiaefolia),

obutakusa (giant ragweed; Ambrosia trifida),

himemukashiyomogi (marestail; Conyza canadensis), shiroza

(common lambsquarters; Chenopodium album), hokigi (kochia;

10 Kochia scoparia), inubie (common barnyardgrass; Echinochloa

crus-galli), and akinoenokorogusa (giant foxtail; Setaria

faberi)) are seeded to a plastic pot. On the same day, 20

g/ha of the compound X and 280 g/ha of SAKURA (pyroxasulfone

85% water dispersible granule, manufactured by KUMIAI

15 CHEMICAL INDUSTRY CO.) are applied to the surface of soil at

the sprayed water amount of 200 L/ha. The plants are then

cultivated in a greenhouse, and at seven days after the

application, soybeans are seeded. Fourteen days after

seeding the soybeans, the effects on the weeds and crop

injuries on the soybeans are investigated. A synergistic

weed control effect compared to the single use of each of

the compounds is confirmed.

[0046]

Example 2

The weeds (ohonagaaogeito (Palmer amaranth; Amaranthus

S41708 46

palmeri), hosobainubiyu (common waterhemp; Amaranthus rudis),

butakusa (common ragweed; Ambrosia artemisiaefolia), inubie

(common barnyardgrass; Echinochloa crus-galli), and

akinoenokorogusa (giant foxtail; Setaria faberi)) and

5 soybeans are seeded to a plastic pot. On the same day, 80

g/ha of the compound X and 140 g/ha of SAKURA (pyroxasulfone

85% water dispersible granule, manufactured by KUMIAI

CHEMICAL INDUSTRY CO.) are applied to the surface of soil at

the sprayed water amount of 200 L/ha. The plants are then

10 grown in a greenhouse, and 21 days after the application,

the effects on the weeds and crop injuries on soybeans are

investigated. A synergistic weed control effect compared to

the single use of each of the compounds is confirmed.

[0047]

15 Example 3

The weeds (ohonagaaogeito (Palmer amaranth; Amaranthus

palmeri), hosobainubiyu (common waterhemp; Amaranthus rudis),

butakusa (common ragweed; Ambrosia artemisiaefolia),

obutakusa (giant ragweed; Ambrosia trifida),

himemukashiyomogi (marestail; Conyza canadensis), shiroza

(common lambsquarters; Chenopodium album), hokigi (kochia;

Kochia scoparia), inubie (common barnyardgrass; Echinochloa

crus-galli), and akinoenokorogusa (giant foxtail; Setaria

faberi)) and soybeans are seeded to a plastic pot. The

plants are then grown in a greenhouse, and 21 days after

S41708 47

seeding, 20 g/ha of the compound X and 140 g/ha of SAKURA

(pyroxasulfone 85% water dispersible granule, manufactured

by KUMIAI CHEMICAL INDUSTRY CO.) are applied to the foliage

at the sprayed water amount of 200 L/ha. The plants are

5 then grown in a greenhouse, and 14 days after the application,

the effects on the weeds and crop injuries on soybeans are

investigated. A synergistic weed control effect compared to

the single use of each of the compounds is confirmed.

[0048]

10 Example 4

Similar procedures to those in Examples 1 to 3 are

performed, replacing soybeans with corns or cottons.

[0049]

Example 5

15 NipsIt (clothianidin 600 g/L, manufactured by Valent

U.S.A. LLC) is applied to seeds of soybeans (variety: Genuity

RoundupReady2Yield soybean) so that the application rate of

NipsIt may be 206 mL/kg seeds (1.28 fluid ounce/100 pond

seeds). The formulation containing the compound X (the

emulsifiable concentrate prepared by well-mixing 5 parts by

weight of compound X, 2 parts by weight of Geronol FF/4-E

(manufactured by Rhodia), 8 parts by weight of Geronol FF/6

E (manufactured by Rhodia) and 85 parts by weight of Solvesso

200 (manufactured by Exxon Mobile Corporation) ; hereinafter,

referring to as "formulation X") and SAKURA (pyroxasulfone

S41708 48

85% water dispersible granule, manufactured by KUMIAI

CHEMICAL INDUSTRY CO.) are mixed with water, followed by

applying to the field before seeding the soybeans so that

the application rate of the compound X may be 5, 20, or 80

5 g/ha, and the application rate of pyroxasulfone may be 119

g/ha. Seven days after the application, the soybeans are

seeded at the field. At three true leaf stage of the soybeans,

RoundupWeatherMax (glyphosate potassium salt 660g/L,

manufactured by Monsanto Company) is applied to the field so

10 that the application rate may be 2.338 L/ha (32 fluid

ounce/acre).

[00501

Example 6

NipsIt is applied to the seeds of soybean in the same

15 manner as Example 5. The formulation X, SAKURA

(pyroxasulfone 85% water dispersible granule, manufactured

by KUMIAI CHEMICAL INDUSTRY CO.) and RoundupWeatherMax are

applied to the field before seeding the soybeans so that the

application rate of the compound X may be 5, 20, or 80 g/ha,

the application rate of pyroxasulfone may be 119 g/ha, and

the application rate of RoundupWeatherMax (glyphosate

potassium salt 660 g/L, manufactured by Monsanto Company)

may be 2.338 L/ha (32 fluid ounce/acre). Seven days after

the application, the soybeans are seeded to the field. At

three true leaf stage of the soybeans, RoundupWeatherMax

S41708 49

(glyphosate potassium salt 660 g/L, manufactured by Monsanto

Company) is applied to the field so that the application

rate may be 2.338 L/ha (32 fluid ounce/acre).

[0051]

5 Example 7

NipsIt is applied to the seeds of soybean in the same

manner as Example 5, followed by seeding to a field. On the

next day of the seeding, the formulation X and SAKURA

(pyroxasulfone 85% water dispersible granule, manufactured

10 by KUMIAI CHEMICAL INDUSTRY CO.) are applied to the field so

that the application rate of the compound X may be 5, 20, or

80 g/ha, and the application rate of pyroxasulfone may be

119 g/ha. At three true leaf stage of the soybeans,

RoundupWeatherMax (glyphosate potassium salt 660 g/L,

15 manufactured by Monsanto Company) is applied to the field so

that the application rate may be 2.338 L/ha (32 fluid

ounce/acre).

[0052]

Example 8

NipsIt is applied to the seeds of soybean in the same

manner as Example 5, followed by seeding to a field. On the

next day of the seeding, the formulation X, SAKURA

(pyroxasulfone 85% water dispersible granule, manufactured

by KUMIAI CHEMICAL INDUSTRY CO.) and RoundupWeatherMax are

applied to the field so that the application rate of the

S41708 50

compound X may be 5, 20, or 80 g/ha, the application rate of

pyroxasulfone may be 119 g/ha, and the application rate of

RoundupWeatherMax (glyphosate potassium salt 660 g/L,

manufactured by Monsanto Company) may be 2.338 L/ha (32 fluid

5 ounce/acre). At three true leaf stage of the soybeans,

RoundupWeatherMax (glyphosate potassium salt 660 g/L,

manufactured by Monsanto Company) is applied to the field so

that the application rate may be 2.338 L/ha (32 fluid

ounce/acre).

10 [00531

Examples 9 to 12

In each of Examples 5 to 8, instead of applying the

formulation X and SAKURA, the formulation X, SAKURA

(pyroxasulfone 85% water dispersible granule, manufactured

15 by KUMIAI CHEMICAL INDUSTRY CO.), and ValorSX (flumioxazine

51%, manufactured by Valent U.S.A. LLC) are applied so that

the application rate of the compound X may be 5, 20, or 80

g/ha, the application rate of pyroxasulfone may be 119 g/ha,

and the application rate of Valor SX may be 210 g/ha.

[0054]

Examples 13 to 16

In each of Examples 9 to 12, ValorXLT (flumioxazine 30%

+ chlorimuron-ethyl 10.3%, manufactured by Valent U.S.A.

LLC) is used in place of Valor SX, and is applied so that

the application rate of ValorXLT may be 315 g/ha.

S41708 51

[0055]

Examples 17 to 28

In each of Examples 5 to 16, INOVATE (clothianidin 160

g/L + metalaxyl 13 g/L + ipconazole 8 g/L, manufactured by

5 Valent U.S.A. LLC) is used in place of NipsIt, and is applied

so that the application rate of INOVATE may be 309 mL/100 kg

seeds (4.74 fluid ounce/100 pond seeds).

[00561

Examples 29 to 40

10 In each of Examples 5 to 16, CruiserMAXX Vibrance

(thiamethoxam 240 g/L + metalaxyl M 36 g/L + fludioxonil 12

g/L + sedaxane 12 g/L, manufactured by Syngenta Ltd.) is

used in place of NipsIt, and is applied so that the

application rate of CruiserMAXX Vibrance may be 235 mL/100

15 kg seeds (3.22 fluid ounce/100 pond seeds).

[0057]

Examples 41 to 52

In each of Examples 5 to 16, Acceleron system (DX-612

(fluxapyroxad 326 g/L, manufactured by Monsanto Company) 31

ml/100 kg seeds + DX-309 (metalaxyl 313g/L, manufactured by

Monsanto Company) 242 ml/100 kg seeds (1.5 fluid ounce/100

pond seeds) + DX-109 (pyraclostrobin 200g/L, manufactured by

Monsanto Company) 242 ml/100 kg seeds (1.5 fluid ounce/100

pond seeds) + IX-104 (imidacloprid 600 g/L, manufactured by

Monsanto Company) 515 ml/100 kg seeds (3.2 fluid ounce/100

S41708 52

pond seeds)) is applied instead of applying NipsIt to the

seeds of soybean.

[00581

Examples 53 to 100

5 In each of Examples 5 to 52, seeds of corn or cotton

are used in place of seeds of soybean.

[00591

In above Examples 5 to 100, excellent herbicidal effects,

effects on controlling harmful arthropods, and/or effects on

10 controlling plant pathogens are confirmed, and crop injuries

are confirmed to pose little problem.

[00601

Example 101

A plastic pot was filled with a commercially-available

15 culture soil, and thereto inubie (common barnyardgrass;

Echinochloa crus-galli) or akinoenokorogusa (giant foxtail;

Setaria faberi) was seeded, and covered with the soil to

about 0.5 cm, followed by growing the weeds in a greenhouse.

When the weeds grew to two to three leaf stage, a spray

liquid of the compound X, a spray liquid of pyroxasulfone,

or a spray liquid of the present composition was uniformly

sprayed to the whole plants so that the application rate

might be a predetermined value. The spray liquid of the

present composition was prepared by mixing the spray liquid

of the compound X with the spray liquid of pyroxasulfone.

S41708 53

The spray liquid of the compound X was prepared by mixing a

predetermined amount of the formulation X with deionized

water. The spray liquid of pyroxasulfone was prepared by

dissolving pyroxasulfone with a 2 wt % solution of TWEEN 20

5 (polyoxyethylenesorbitan fatty acid ester, manufactured by

MP Biomedicals) in dimethylformamide, followed by mixing

with deionized water. After applying the spray liquid, the

plants were placed in a greenhouse for a week. A herbicidal

effect was evaluated by classifying the effect into 101

10 stages from 0 (no effect) to 100 (complete dead).

The expected value of the herbicidal effect in the case

of mixed use was calculated from the result of the herbicidal

effect in the case of sigle use of each of the compounds

(the value of A or B) according to the formula of Colby

15 ((expected value) = 100- (100-A) x (100-B) / 100).

The results are shown in Tables 1 and 2.

[0061]

Table 1

Application rate Herbicidal Herbicidal (g/ha) effect on effect on Compound X pyroxasulfone Echinochloa Echinochloa crus-galli crus-galli (observed (expected value) value) 5 20 10 - 35 - 10 0 - 100 0 5 10 85 20 5 100 85 20 10 10 93 35

S41708 54 10 100 95 35

[0062]

Table 2

Application rate Herbicidal Herbicidal (g/ha) effect on effect on Compound X pyroxasulfone Setaria faberi Setaria faberi (observed (expected value) value) 5 30 10 - 45 - 10 0 - 100 0 5 10 90 30 5 100 95 30 10 10 95 45 10 100 95 45

[0063]

The herbicidal effect of the present composition was

5 synegestically high compared to that of single use of each

of the compounds.

Industrial Applicability

[0064]

10 The herbicidal composition of the present invention can

effectively control weeds.

[0065]

Throughout this specification and the claims which

15 follow, unless the context requires otherwise, the word

"comprise", and variations such as "comprises" and

"comprising", will be understood to imply the inclusion of

S41708 54A

a stated integer or step or group of integers or steps but

not the exclusion of any other integer or step or group of

integers or steps.

5 [00661

The reference in this specification to any prior

publication (or information derived from it), or to any

matter which is known, is not, and should not be taken as an

acknowledgment or admission or any form of suggestion that

10 that prior publication (or information derived from it) or

known matter forms part of the common general knowledge in

the field of endeavour to which this specification relates.

Claims (1)

1. S41708 55

   THE CLAIMS DEFINING THE INVENTION ARE AS FOLLOWS:

   1. A herbicidal composition comprising ethyl [3-[2-chloro

   4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4

   5 tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate and

   pyroxasulfone, wherein a weight ratio of ethyl [3-[2-chloro

   4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4

   tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate to

   pyroxasulfone is 1:0.1 to 1:100.

   10 2. A method for controlling weeds, comprising a step of

   applying the herbicidal composition according to claim 1 to

   a place where weeds are growing or will grow.

   3. The method according to claim 2, wherein the place where

   weeds are growing or will grow is a crop field.

   15 4. The method according to claim 3, wherein the crop field

   is a field of soybeans, corn, or cotton.